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Synlett 2000; 2000(3): 365-366
DOI: 10.1055/s-2000-6536
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1-tert-Butyl-1H-tetrazol-5-yl Sulfones in the Modified Julia Olefination

Philip J. Kocienski* , Alan Bell, Paul R. Blakemore
  • *Department of Chemistry, Glasgow University, Glasgow, UK G12 8QQ; E-mail: p.kocienski@chem.gla.ac.uk
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Publication Date:
31 December 2000 (online)

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The improved stability of metallated 1-tert-butyl-1H-tetrazol-5-yl sulfones enhances the scope and efficiency of the modified Julia olefination. 1-tert-Butyl-1H-tetrazol-5-yl sulfones further stabilised by benzylic or allylic conjugation give alkenes with high (Z)-selectivity.

Julia olefination - fragment linkage - sulfone - (Z)-selectivity

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